Winsted Connecticut Penguin Plunge

Highland Lake Winchester, CT

The Winsted Connecticut Penguin Plunge will be held on Saturday, March 2nd at Highland Lake in Winchester, CT. Registration runs from 10-11:30 am with the Penguin Plunge happening at noon. Penguin Plunge is one of the largest grassroots fundraisers to benefit Special Olympics Connecticut.  Plungers raise funds to Plunge into the chilly waters of Connecticut. ... Read more

First Annual Highlander Food Truck Festival

Northwestern Regional High School 100 Battistoni Road, Winsted, CT, United States

The First Annual Highlander Food Truck Festival will be on June 19th from 12 pm to 6 pm at Northwestern Regional Highschool. Join us for a great event that promises lots of food and fun for the entire family! Plenty of food trucks, inflatables, bounce houses, obstacle courses, yard games, dunk tank, music...AND MORE! A ... Read more

Winsted Fall Foliage Festival on Main Street Winsted

Main Street Winsted 338 Main Street, Winsted, CT, United States

The 22nd annual Fall Foliage Festival comes to Main Street this September 28th from 10 a.m. to 3 pm. Enjoy the sight, sounds and smells of this annual celebration, rain or shine. For the past two decades, visitors from afar flock to downtown Winsted to enjoy the autumn splendor. Discover artisans, crafters, plus a wide ... Read more

Bubbles & Truffles: Wine & Beer Tasting & Chocolate Extravaganza

Crystal Peak 164 Torrington Rd., Winsted, CT

The 14th annual Bubbles & Truffles, Wine and Beer Tasting and Chocolate Extravaganza fundraiser will be on Friday, February 7, 2020 returning to Crystal Peak, 164 Torrington Rd, Winsted from 5:30 to 8:30 pm. Snowdate: February 8 Indulge in free samples of select wines, craft beers, chocolate, and delicious food!  Discover fabulous finds at the ... Read more